Department of Biomedical Engineering, Faculty of Engineering, National University of Singapore, 7 Engineering Drive 1, Singapore 117574, Singapore.
Institute of Materials Research and Engineering, A*STAR (Agency for Science, Technology and Research), 2 Fusionopolis Way, Singapore 138634, Singapore.
Molecules. 2021 Aug 19;26(16):5031. doi: 10.3390/molecules26165031.
Water pollution by various toxic substances remains a serious environmental problem, especially the occurrence of organic micropollutants including endocrine disruptors, pharmaceutical pollutants and naphthol pollutants. Adsorption process has been an effective method for pollutant removal in wastewater treatment. However, the thermal regeneration process for the most widely used activated carbon is costly and energy-consuming. Therefore, there has been an increasing need to develop alternative low-cost and effective adsorption materials for pollutant removal. Herein, β-cyclodextrin (β-CD), a cheap and versatile material, was modified with methacrylate groups by reacting with methacryloyl chloride, giving an average degree of substitution of 3 per β-CD molecule. β-CD-methacrylate, which could function as a crosslinker, was then copolymerized with acrylamide monomer via free-radical copolymerization to form β-CD-polyacrylamide (β-CD-PAAm) hydrogel. Interestingly, in the structure of the β-CD-PAAm hydrogel, β-CD is not only a functional unit binding pollutant molecules through inclusion complexation, but also a structural unit crosslinking PAAm leading to the formation of the hydrogel 3D networks. Morphological studies showed that β-CD-PAAm gel had larger pore size than the control PAAm gel, which was synthesized using conventional crosslinker instead of β-CD-methacrylate. This was consistent with the higher swelling ratio of β-CD-PAAm gel than that of PAAm gel (29.4 vs. 12.7). In the kinetic adsorption studies, phenolphthalein, a model dye, and bisphenol A, propranolol hydrochloride, and 2-naphthol were used as model pollutants from different classes. The adsorption data for β-CD-PAAm gel fitted well into the pseudo-second-order model. In addition, the thermodynamic studies revealed that β-CD-PAAm gel was able to effectively adsorb the different dye and pollutants at various concentrations, while the control PAAm gel had very low adsorption, confirming that the pollutant removal was due to the inclusion complexation between β-CD units and pollutant molecules. The adsorption isotherms of the different dye and pollutants by the β-CD-PAAm gel fitted well into the Langmuir model. Furthermore, the β-CD-PAAm gel could be easily recycled by soaking in methanol and reused without compromising its performance for five consecutive adsorption/desorption cycles. Therefore, the β-CD-PAAm gel, which combines the advantage of an easy-to-handle hydrogel platform and the effectiveness of adsorption by β-CD units, could be a promising pollutant removal system for wastewater treatment applications.
各种有毒物质造成的水污染仍然是一个严重的环境问题,尤其是包括内分泌干扰物、药物污染物和萘酚污染物在内的有机微量污染物的出现。吸附法是一种有效的废水处理除污方法。然而,最常用的活性炭的热再生过程成本高且耗能大。因此,人们越来越需要开发替代的低成本、有效的吸附材料来去除污染物。在此,β-环糊精(β-CD)是一种廉价且用途广泛的材料,通过与甲基丙烯酰氯反应进行甲基丙烯酰化修饰,使每个β-CD 分子的取代度达到 3。β-CD-甲基丙烯酰胺(β-CD-methacrylate)可以作为交联剂,然后通过自由基共聚与丙烯酰胺单体共聚形成β-CD-聚丙烯酰胺(β-CD-PAAm)水凝胶。有趣的是,在β-CD-PAAm 水凝胶的结构中,β-CD 不仅是通过包合络合作用结合污染物分子的功能单元,也是交联 PAAm 形成水凝胶 3D 网络的结构单元。形态学研究表明,β-CD-PAAm 凝胶的孔径大于使用传统交联剂而不是β-CD-methacrylate 合成的对照 PAAm 凝胶。这与β-CD-PAAm 凝胶的溶胀率高于 PAAm 凝胶(29.4 比 12.7)的结果一致。在动力学吸附研究中,以酚酞为模型染料,以双酚 A、盐酸普萘洛尔和 2-萘酚为不同类别的模型污染物,研究表明β-CD-PAAm 凝胶对吸附数据拟合良好的伪二级动力学模型。此外,热力学研究表明,β-CD-PAAm 凝胶能够有效地吸附不同浓度的染料和污染物,而对照 PAAm 凝胶的吸附性很低,这证实了污染物的去除是由于β-CD 单元与污染物分子之间的包合络合作用。β-CD-PAAm 凝胶对不同染料和污染物的吸附等温线很好地符合朗缪尔模型。此外,β-CD-PAAm 凝胶可以通过浸泡在甲醇中轻松回收,并在五个连续的吸附/解吸循环中重复使用而不会降低其性能。因此,β-CD-PAAm 凝胶结合了易于处理的水凝胶平台的优势和β-CD 单元的吸附效果,可能是一种很有前途的废水处理应用的污染物去除系统。